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CHEBI:52549 - sordarin

ChEBI IDCHEBI:52549
ChEBI Namesordarin
Stars
DefinitionAn antifungal metabolite of Sordaria araneosa that inhibits protein synthesis. It has a tetracyclic diterpene glycoside structure.
Last Modified1 March 2018
SubmitterDiannaFisk
DownloadsMolfile
FormulaC27H40O8
Net Charge0
Average Mass492.609
Monoisotopic Mass492.27232
SMILES[H][C@@]1(OC[C@@]23C[C@]4([H])[C@H](C)CC[C@@]4([H])[C@@]4(C=O)C[C@]2([H])C=C(C(C)C)[C@]43C(=O)O)O[C@H](C)[C@@H](OC)[C@@H](O)[C@@H]1O
InChIInChI=1S/C27H40O8/c1-13(2)19-8-16-9-25(11-28)18-7-6-14(3)17(18)10-26(16,27(19,25)24(31)32)12-34-23-21(30)20(29)22(33-5)15(4)35-23/h8,11,13-18,20-23,29-30H,6-7,9-10,12H2,1-5H3,(H,31,32)/t14-,15-,16+,17-,18-,20+,21+,22-,23-,25+,26+,27+/m1/s1
InChIKeyOGGVRVMISBQNMQ-YPBSLCSMSA-N
Roles Classification
Biological Roles:
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
protein synthesis inhibitor  A compound, usually an anti-bacterial agent or a toxin, which inhibits the synthesis of a protein.
ChEBI Ontology
Outgoing Relation(s)
sordarin (CHEBI:52549) has role antifungal agent (CHEBI:35718)
sordarin (CHEBI:52549) has role protein synthesis inhibitor (CHEBI:48001)
sordarin (CHEBI:52549) is a glycoside (CHEBI:24400)
sordarin (CHEBI:52549) is a monosaccharide derivative (CHEBI:63367)
sordarin (CHEBI:52549) is a tetracyclic diterpenoid (CHEBI:52557)
Incoming Relation(s)
GM 193663 (CHEBI:77908) has functional parent sordarin (CHEBI:52549)
IUPAC Name 
(1R,3aR,4S,4aR,7R,7aR,8aS)-8a-{[(6-deoxy-4-O-methyl-β-D-altropyranosyl)oxy]methyl}-4-formyl-7-methyl-3-(propan-2-yl)-4,4a,5,6,7,7a,8,8a-octahydro-1,4-methano-s-indacene-3a(1H)-carboxylic acid
Synonyms  Source
sordarin BSUBMITTER
Antibiotic SL-2266ChemIDplus
Registry NumbersSources
CAS:11076-17-8SUBMITTER
CAS:11076-17-8ChemIDplus